CAS: 956697-53-3; N-(6-(Cis-2,6-Dimethylmorpholino)Pyridin-3-yl)-2-Methyl-4'-(Trifluoromethoxy)-[1,1'-Biphenyl]-3-Carboxamide

• 英文名称N-(6-(Cis-2,6-Dimethylmorpholino)Pyridin-3-yl)-2-Methyl-4'-(Trifluoromethoxy)-[1,1'-Biphenyl]-3-Carboxamide
• 中文名称雷特格韦
• IUPAC名称N-(6-((2R,6S)-2,6-dimethylmorpholino)pyridin-3-yl)-2-methyl-4'-(trifluoromethoxy)-[1,1'-biphenyl]-3-carboxamide
• 其它别名Sonidegibum; N-(6-(Cis-2,6-Dimethylmorpholino)Pyridin-3-yl)-2-Methyl-4'-(Trifluoromethoxy)-[1,1'-Biphenyl]-3-Carboxamide; Erismodegib [usan:Inn]; N-(6-((2
• CAS编号956697-53-3
• MFCD编号:MFCD16038928
• EINECS号:0
• 分子式:C26H26F3N3O3
• 分子量:485.51
• 产品CID: 2010424
• 同类组份化合物CAS1218778-77-8 (phosphate)956697-53-3 (free base)
• 产品分类Inhibitors/Agonists → Stem Cells/Wnt → Smo

• 相似结构搜索
• InChIKey: VZZJRYRQSPEMTK-CALCHBBNSA-N
• VZZJRYRQSPEMTK-CALCHBBNNA-N…
• 计算化学: 氢键受体数8.0氢键供体数1.0可旋转键数5.0

物理性质

• 熔点154-157°C
• 沸点544.5±50.0 °C at 760 mmHg
• 闪点283.1±30.1 °C
• 密度1.3±0.1 g/cm3
• pKa:9.53±0.70(预测)
• PSA:63.69
• LogP:5.43
• 折射率1.569
• 蒸汽压0.0±1.5 mmHg at 25°C
• 溶解性DMSO (Slightly), Methanol (Slightly)
• 外观形态浅紫色白色固体
• 储存条件冰箱
• 产品应用该化合物是口服生物可获的小型分子的液化(SMO)对抗物,具有潜在的抗乳粉活动潜力.ERISMODEGIB有选择地与HEDGEHOG(HH)-LIGAND细胞表面受体SMO捆绑在一起,这可能导致HH信号路径被压抑,从而抑制了该路径被异常激活的肿瘤细胞.2015年7月,FDA批准治疗BASAL细胞癌.

MSDS等安全信息

• GHS符号GHS07
• 警示词Warning
• 危险描述H302-H315-H319-H335
• 防范说明P271-P280-P261
• 安全声明H303+H313+H333

上下游产品

合成工艺路线路线简述

• 合成目标产物 Nvp-Lde225 主要起始原料 2-Chloro-5-Nitropyridine
• 139301-27-2 + 1221721-86-3 = 956697-53-3
  反应条件:1.1 Reagents: Tetrabutylammonium Fluoride Catalysts: Dichlorobis(Triphenylphosphine)Palladium (Dvb-Supported) Solvents: Methanol; 2 H,120 °C
  标题:An Efficient Continuous Flow Approach To Furnish Furan-Based Biaryls
  作者:Trinh,Trieu N.; Hizartzidis,Lacey; Lin,Andrew J. S.; Harman,David G.; Mccluskey,Adam; Et Al
  参考文献:Organic & Biomolecular Chemistry 日期:2014 卷标:12(47) 页码:9562-9571]
  
  6485-55-8 + 2585662-28-6 = 956697-53-3
  反应条件:1.1 Reagents: Sodium Tert-Butoxide Catalysts: Stereoisomer Of [(4S,5S)-1,3-Bis[2,6-Bis(1-Methylethyl)Phenyl]-4,5-Diphenyl-2-Im... Solvents: 1,2-Dimethoxyethane; 16 H,Rt
  标题:A Bulky And Electron-Rich N-Heterocyclic Carbene Palladium Complex (Sipr)Ph2Pd(Cin)Cl: Highly Efficient And Versatile For Buchwald-Hartwig Amination Of (Hetero)Aryl Chlorides With (Hetero)Aryl Amines At Room Temperature
  作者:Ouyang,Jia-Sheng; Liu,Siqi; Pan,Bendu; Zhang,Yaqi; Liang,Hao; Et Al
  参考文献:Acs Catalysis 日期:2021 卷标:11(15) 页码:9252-9261]
  
  1799493-16-5 = 956697-53-3
  反应条件:1.1 Reagents: Triethylamine Solvents: Ethanol; Rt -> 90 °C; 80 - 90 °C; 24 - 28 H,80 - 90 °C
  标题:A Method For Preparation Of Sonidegib With L-Lactate
  参考文献:World Intellectual Property Organization]
  
  2410299-53-3 + 1221722-10-6 = 956697-53-3
  反应条件:1.1 Reagents: Diisopropylethylamine,O-(7-Azabenzotriazol-1-Yl)-N,N,N′,N′-Tetramethyluronium Hexafluorophosphate Solvents: Dimethylformamide; 1.6 Min,120 °C
  标题:Bayesian Optimization Of Computer-Proposed Multistep Synthetic Routes On An Automated Robotic Flow Platform
  作者:Nambiar,Anirudh M. K.; Breen,Christopher P.; Hart,Travis; Kulesza,Timothy; Jamison,Timothy F.; Et Al
  参考文献:Acs Central Science 日期:2022 卷标:8(6) 页码:825-836]
  
  1221722-10-6 + 956699-06-2 = 956697-53-3
  反应条件:1.1 Reagents: Thionyl Chloride Solvents: Dimethylformamide,1,2-Dichloroethane; 4 H,55 - 60 °C1.2 Reagents: Potassium Carbonate Solvents: 1,2-Dichloroethane; 2 H,40 - 45 °C; 4 H,45 - 50 °C
  标题:Preparation Of Sonidegib And Intermediate Thereof
  参考文献:China]
  
  1221722-10-6 + 956699-06-2 = 956697-53-3
  反应条件:1.1 Reagents: 1-Ethyl-3-(3′-Dimethylaminopropyl)Carbodiimide,1-Hydroxybenzotriazole Solvents: Dimethylformamide; 1 H,Rt1.2 Reagents: 4-Methylmorpholine Solvents: Dimethylformamide; 6 H,Rt
  标题:An Efficient Synthesis Of Erismodegib
  作者:Hu,Bing; Cai,Jin; Chen,Junqing; Cao,Meng; Wang,Peng; Et Al
  参考文献:Journal Of Chemical Research 日期:2014 卷标:38(1) 页码:18-20]
  
  1799493-16-5 + 1879943-14-2 = 956697-53-3
  反应条件:1.1 Reagents: Triethylamine Solvents: Ethanol; Rt -> 90 °C; 24 - 48 H,80 - 90 °C
  标题:A Method For Preparation Of Sonidegib With L-Lactate
  参考文献:China]
  
  139301-27-2 + 1221721-86-3 = 956697-53-3
  反应条件:1.1 Reagents: Sodium Carbonate Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: 1,2-Dimethoxyethane,Water; Overnight,130 °C
  标题:Pharmaceutical Compositions
  参考文献:World Intellectual Property Organization]
  
  139301-27-2 + 1221721-86-3 = 956697-53-3
  反应条件:1.1 Reagents: Sodium Carbonate Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: 1,2-Dimethoxyethane,Water; Overnight,130 °C
  标题:Discovery Of Nvp-Lde225,A Potent And Selective Smoothened Antagonist
  作者:Pan,Shifeng; Wu,Xu; Jiang,Jiqing; Gao,Wenqi; Wan,Yongqin; Et Al
  参考文献:Acs Medicinal Chemistry Letters 日期:2010 卷标:1(3) 页码:130-134]
  
  1630035-51-6 = 956697-53-3 [标题:Reaction Conditions
  标题:N,C-Disubstituted Biarylpalladacycles As Precatalysts For Ppm Pd-Catalyzed Cross Couplings In Water Under Mild Conditions
  作者:Thakore,Ruchita R.; Takale,Balaram S.; Gallou,Fabrice; Reilly,John; Lipshutz,Bruce H.
  参考文献:Acs Catalysis 日期:2019 卷标:9(12) 页码:11647-11657

海关参考信息

• 2905122000-异丙醇
  2909110000-乙醚
  2912110000-甲醛
  2912210000-苯甲醛
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• 详情请参考：📖 海关编码查询和海关进出口税则

其他信息查阅

• ➥ 象形图和危险代码
• ➥ 防范代码详解
• ➥ 危险代码说明
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• ➥ REACH监管